T. Ohno et al., STEREOSPECIFIC EPOXIDATION OF 2-HEXENE WITH MOLECULAR-OXYGEN ON PHOTOIRRADIATED TITANIUM-DIOXIDE POWDER, Chemistry Letters, (9), 1998, pp. 877-878
Photocatalytic oxidation of 2-hexene on TiO2, powder was investigated
under a stream of oxygen gas. The main. product was 2,3-epoxyhexane wi
th the chemical yield ranging fi om 65% to 83% depending on the TiO2,
powders. When trans-2-hexene was used as the starting material, the ep
oxide was also trans. On the other hand, cis epoxide was the chief pro
duct from cis-2-hexene. From mixed 2-hexene (trans/cis = 1.7), larger
amounts of trans epoxide were obtained than cis-epoxide in the initial
period of the reaction, indicating that trans-2-hexene is more reacti
ve than the cis isomer on the photocatalyst.